1,3-Benzodioxole-5-carboxylic acid

CAS: 94-53-1

Ref. 3D-FB34327

Product Information

• Name: 1,3-Benzodioxole-5-carboxylic acid
• Synonyms: 3,4-(Methylenedioxy)benzoic acidPiperonylic acid, 1,3-Benzodioxole-5-Carboxylic Acid, 1,3-Dioxaindane-5-carboxylic acid, 1-3-Benzodioxole-5-carboxylic acid~3,4-(Methylenedioxy)benzoic acid, 2H-1,3-Benzodioxole-5-carboxylic acid, 3,4-Dioxymethylenebenzoic acid, 3,4-Methylendioxy-benzoic acid, 3,4-Methylenedioxybenzenecarboxylic acid, 3,4-Methylenedioxybenzoic acid, 5-Benzodioxolecarboxylic acid, Benzo[d][1,3]dioxole-5-carboxylic acid, Heliotropic acid, NSC 10072, NSC 119055, Piperonylic acid, (3,4-Methylenedioxybenzoic acid), Protocatechuic acid methylene ether

Description

1,3-Benzodioxole-5-carboxylic acid (1,3BDC) is a benzoxazinoid that was identified as an inhibitor of malonic acid carboxylase. 1,3BDC is not active against bacteria and fungi in vitro. It has been shown to be effective in preventing and treating insect resistance by interfering with the synthesis of chitin. The compound binds to the active site of the enzyme and inhibits its activity by blocking the entrance of acetic acid into the active site. 1,3BDC also has a protective effect on balloon injury in rats by reducing inflammation and apoptosis in skin cells. The mechanism of action for this effect is not known but may involve hydrogen bonding interactions with proteins or 3,4-methylenedioxycinnamic acid-induced transcriptional activation.

• Brand: Biosynth

Chemical properties

• Molecular weight: 166.13 g/mol
• Formula: C₈H₆O₄
• Purity: Min. 98.0%
• Color/Form: Powder
• InChI: InChI=1S/C8H6O4/c9-8(10)5-1-2-6-7(3-5)12-4-11-6/h1-3H,4H2,(H,9,10)
• InChI key: InChIKey=VDVJGIYXDVPQLP-UHFFFAOYSA-N
• SMILES: O=C(O)c1ccc2c(c1)OCO2